# September 2026 in Cayman Islands

> 15 events listed.

Canonical: https://rockhopping.com/cayman-islands/september  
Source: Rockhopping (rockhopping.com) — a what’s-on guide for 55 island and low-tax jurisdictions.

- **2026-09-01** — 2026 North American Cup (hosted by Cayman Islands) · Cayman Islands Cricket Association · Sport
  https://rockhopping.com/event/sc_e0ba9844e9376fc5
- **2026-09-01** — Fit Check #2 Time Trial · Cayman Cycling · Sport
  https://rockhopping.com/event/sc_5aaff01fd3f1e441
- **2026-09-01** — Fall Matchplay · Cayman Islands Golf Association (CIGA) · Sport
  https://rockhopping.com/event/sc_f470342951e67d2f
- **2026-09-01** — After-School Programme (Fall 2026) · Cayman Pickleball & Tennis Academy · Sport
  https://rockhopping.com/event/sc_c26dbeaeb59ad622
- **2026-09-01** — Stroke & Stride Series (3 rounds) · Cayman Islands Triathlon Association · Sport
  https://rockhopping.com/event/sc_db78203da55ca7da
- **2026-09-04** — International Scuba Diving Hall of Fame · Event
  https://rockhopping.com/event/9876010b130ade1c
- **2026-09-12 10:00–16:00** — The Big Shave · Grand Cayman, Grand Cayman · Family · Free
  Residents shave heads for childhood cancer research — a Cayman charity institution.
  https://rockhopping.com/event/5590bed6b82a3fd4
- **2026-09-14 08:00–17:00** — Super Return US West 2026 · Four Seasons Beverly Hills, Los Angeles · Event
  SuperReturn US West 2026 is a leading private markets conference taking place on September 14–15, 2026, in Los Angeles, California. Focused on the West Coast investment community, it brings together senior professionals 
  https://rockhopping.com/event/42ce41538cbff5a5
- **2026-09-19 19:00** — Rub-A-Dub pt. 18 - 90s Cooler Festival (School Uniform Edition) · Lions Community Centre · Festival
  9 Years... 17 EventsGet ready to make it 18!Rub-A-Dub pt. 18 - 90s Cooler Festival (School Uniform Edition) on Saturday, September 19th 2026 at the transformed Lions Community Centre. Get ready to gra...
  https://rockhopping.com/event/8b60ec2a88e47b34
- **2026-09-21** — Concacaf Nations League · CONCACAF · Sport
  https://rockhopping.com/event/1bc1acf416745dbb
- **2026-09-26 18:30–22:30** — 18th Annual CIIPA Awards Gala · Kimpton Seafire Resort + Spa, Grand Cayman, Cayman Islands · Event
  Since 2008, the CIIPA Awards Gala has celebrated the budding accounting and finance careers of young people in the Cayman Islands. Please join us this year as we honour Caymanians and permanent residents for achieving ca
  https://rockhopping.com/event/411b3a6f0d58a14f
- **2026-09-26 19:00** — MUTED "Returns" · Pinnacle Warehouse · Event
  MUTED Cayman's Exclusive Silent Party
  https://rockhopping.com/event/aa251c0a74a52cf9
- **2026-09-29 08:00–17:00** — Super Return Asia 2026 · Marina Bay Sands Convention Centre · Event
  SuperReturn Asia 2026 is a leading private capital conference in Singapore, connecting investors and fund managers across private equity, venture capital, and private credit. It offers panels, summits, and networking to 
  https://rockhopping.com/event/52792fcb0fb57ec0
- **2026-09-29 08:00–17:00** — ITC Vegas 2026 · Mandalay Bay, Las Vegas, Las Vegas · Event
  ITC Vegas is the world’s largest gathering for those passionate about driving innovation in insurance. Tackle your challenges head-on, unlock unique and impactful education you won’t find anywhere else, and network with 
  https://rockhopping.com/event/a7c8635ab0079011
- **2026-09-30** — See Exhibition · National Gallery of the Cayman Islands · Festival
  https://rockhopping.com/event/48ca53daec2e6715